Dust in the wind
TUSCANY. VAL D'ORCIA. CHIANTI.
SEP 2026 (GRAVEL)
Welcome To Italy
Discover
All Tours
Discover all our tours and get inspired by authentic experiences
among nature, culture, and adventure.
Choose your next
journey and start creating unforgettable memories.
Italy On
Two Wheels
Controvento unites a deep passion for cycling with a true love for Italy, guided by skilled leaders with over ten years of experience. It offers carefully crafted and thoughtfully planned bike tours, letting travelers explore the authentic soul, rich culture, and beautiful landscapes of Italy, creating lasting memories one pedal stroke—or even one walking step—at a time.
A Guide To
Ideal Months
The best time to go cycling in Italy is during spring and autumn, when temperatures are mild and tourist numbers are lower. These seasons offer pleasant weather and beautiful landscapes, especially in the countryside. Summer cycling can be more demanding because of the heat, but June and July are ideal for riding in the Alps and Dolomites, when the snow has melted and crowds are still limited.
Dust In The Wind
(Gravel)
Gaiole in Chianti is a charming municipality located in the Chianti region of Tuscany,
known for its scenic beauty, vineyards and winemaking tradition. The Chianti area is world
famous for the production of Chianti wine, one of Italy's most celebrated red wines.
This region is characterised by rolling hills, medieval villages, and a rich food and wine culture.
Chianti wine is a blend based on Sangiovese, which must make up at least 70% of the wine.
It is known for its fruity flavours, spicy notes and good acidity,
making it suitable to accompany a variety of dishes, from pasta to meat.
The Chianti region is divided into several sub-zones, including Chianti Classico,
which represents the historical and qualitative heart of production.
SEPTEMBER 17-27 2026
O' Sole Mio
(Bike)
Ride from Castellammare del Golfo to Modica and Mount Etna,
experiencing the best of Sicily on two wheels. Explore scenic
coastal roads, rolling vineyards, and volcanic landscapes,
while discovering baroque towns, local traditions,
and authentic flavors like Modica chocolate.
A perfect blend of sport, nature, history,
and unforgettable Italian experiences.
OCTOBER 1-10 2026
La Vie Est Belle
(Bike)
A fascinating castle, rich in history, an important name for Chianti
wine production A road through vineyards and farmhouses, dust and unique views
A day that will remain forever in our hearts and minds
A fascinating castle, rich in history, an important name for Chianti
wine production A road through vineyards and farmhouses, dust and unique views
A day that will remain forever in our hearts and minds
APRIL 11-22 | MAY 9-20 2026
Volare
(Bike)
Ride from France to Lombardy through stunning alpine landscapes and authentic
territories. A cycling journey immersed in nature. The tour is currently
in development and will be carefully designed to offer you a unique experience
JUNE 12-27 2026
Poisoned Arrow
(Gravel)
Ride from Lazio to Abruzzo through spectacular natural
landscapes, historic villages, and authentic territories.
A cycling journey immersed in nature. The tour is currently
in development and will be created with the utmost attention
to detail to offer you a unique experience
SEPTEMBER 5-15 2026
Free Spirits
(Bike and Hike)
Embark on an exciting mountain bike adventure through some of the most spectacular
landscapes of the Slovenian and Italian Alps. Experience the thrill of cycling
through the Julian Alps in Bohinj, the Carnic Alps in Sauris, the Dolomites in
Cavalese and the majestic Italian Alps in Bormio. This unforgettable tour offers
breathtaking views and the perfect mix of nature and adventure.
JUNE 29 - JULY 3 2026
Eagle Fly
(Bike and Hike)
Experience dramatic mountain beauty and fairytale towns in the Italian Alps.
Each day during your hike or ride you’ll be surrounded by stunning Alpine
scenery as you make your way through some of the most beautiful towns and
villages of this breathtaking area.
JULY 11-20 2026
Lake, Mountain & Sea
(Bike and Hike)
An opportunity to discover by bike the cycling and culinary culture of the
three most desirable and iconic Italian destinations. The tour will begin
from intensely beautiful and elegant Lake Como in Lombardy, then proceed to
conquer the second highest mountain pass in Europe, Stelvio. Finally finishing
with 5 awesome cycling days in glamorous Riccione on the Adriatic Coast.
Coming Soon
Perfect Duo
(Bike and Hike)
Embark on an unforgettable cycling adventure with our 11-day Perfect Duo Tour,
an immersive journey through the stunning Italian Alps and the majestic Dolomites.
Over the course of these eleven days, you’ll ride through dramatic mountain passes,
charming alpine villages, crystal-clear lakes, and some of the most iconic landscapes
in the world.
JULY 7-17 2025
Renaissence Road
(Bike and Hike)
There is no better way to sample Italy at its best. Cycle through the
country’s green heart and discover these two very special regions in one
single trip! This journey takes you across rolling hills, quiet country
roads, ancient villages, and landscapes that shift from lush valleys to
dramatic ridgelines.
SEPTEMBER 1-11 2025
Vitae'
(Hike)
Why Choose a Cultural Hiking Vacation? Combine physical well-being with
cultural enrichment Discover authentic places off the beaten tourist paths.
Immerse yourself in the traditions and history of some of Italy’s most
fascinating regions Savor local products, from fine wines to traditional
cuisine This vacation is designed for those who want to experience a different
kind of journey, away from the usual itineraries, combining movement, art,
and nature. Are you ready to embark on an unforgettable adventure in the
heart of the Renaissance?
JUNE 27 - JULY 7 2026
Made in Romagna
(Bike)
This tour will take us through the most beautiful roads between the
Adriatic coast and the hinterland of Emilia- Romagna between Riccione
and Comacchio.
Coming Soon
Acqua e Vino
(Bike)
Join us on one of our favourite tours that evolve in three stages and offers a
perfect combination of scenic cycling followed by an enogastronomic experience
in two of the most elegant regions of Italy Lombardy and Piedmont.
October 12-19 2025
Mamma Mia
(Bike and Hike)
A brand new Dolce Vita Attiva tour exploring FOUR very special locations in Central Italy.
Coming Soon
Perfect Trio
(Bike and Hike)
Embark on an unforgettable cycling and hiking holiday in three fantastic regions
of Italy, where you will experience the perfect blend of breath-taking landscapes,
rich history, and exquisite cuisine.
Coming Soon
Four Regions
(Bike and Hike)
There is no better way to sample Italy at its best. Cycle through the country’s
green heart and discover these four very special regions in one single trip!
On Request
Gravel Art
(Gravel)
This tour invites you to discover not just the best strade bianche (white roads)
in the Marche region, but also the history and the art of ancient Urbino,
UNESCO World Heritage Site, one of the most famous cities of the Renaissance.
APRIL 25 - MAY 2 2026
The King Stelvio
(Bike and Hike)
Not just any tour, but the King of Tours! Where the most beautiful stories of
Italian cycling were written. Stelvio the King or Hairpin Heaven as we
affectionately call it. Gavia, the Queen with her glacial lake, Mortirolo,
the fearless prince, and all his friends are waiting to be conquered.
JULY On Request
Discover Our Best
Tours In Italy
La Vie Est Belle
ROMAGNA. TUSCANY. ELBA ISLAND.
APRIL / MAY 2026 (BIKE)
O' Sole Mio
SICILY. MODICA. ETNA VOLCANO.
OCT 2026 (BIKE)
Eagle Fly
DOLOMITI. VAL BADIA. TRENTINO
JULY 2026 (BIKE AND HIKE)
Vitae' (on request)
MARCHE. TUSCANI. URBINO. MURLO.
JUNE 2026 (HIKE)
Explore The
Best Paradises
We’re constantly creating exciting new cycling tours, and here you’ll find some of our latest trips that explore our favorite up-and-coming destinations across stunning Italy.
Booking Trip
Controvento
Bike Hire
Scott Addict
30 Red
Scott Addict
RC e-RIDE 20
Scott Solace
Gravel e-RIDE 30
Official clothing
Controvento
Your Trip
Starts Here
Contact us to plan your next cycling tour or
hiking adventure and experience Italy like never before.
We’ll take care of creating a tailor made experience
for you, through breathtaking landscapes, authentic
villages, and unforgettable adventures, designed for fun,
relaxation, and discovering the very best of our country.
